Background: Postprandial hyperglycemia can be reduced by inhibiting major carbohydrate
hydrolyzing enzymes, such as α-glucosidase and α-amylase which is an effective approach in
both preventing and treating diabetes.
Objective: The aim of this study was to synthesize a series of 2,4-dichloro-5-[(N-aryl/alkyl)sulfamoyl]
benzoic acid derivatives and evaluate α-glucosidase and α-amylase inhibitory activity
along with molecular docking and in silico ADMET property analysis.
Method: Chlorosulfonation of 2,4-dichloro benzoic acid followed by reaction with corresponding
anilines/amines yielded 2,4-dichloro-5-[(N-aryl/alkyl)sulfamoyl]benzoic acid derivatives. For
evaluating their antidiabetic potential α-glucosidase and α-amylase inhibitory assays were carried
out. In silico molecular docking studies of these compounds were performed with respect to these
enzymes and a computational study was also carried out to predict the drug-likeness and ADMET
properties of the title compounds.
Results: Compound 3c (2,4-dichloro-5-[(2-nitrophenyl)sulfamoyl]benzoic acid) was found to be
highly active having 3 fold inhibitory potential against α-amylase and 5 times inhibitory activity
against α-glucosidase in comparison to standard drug acarbose.
Conclusion: Most of the synthesized compounds were highly potent or equipotent to standard
drug acarbose for inhibitory potential against α-glucosidase and α-amylase enzyme and hence this
may indicate their antidiabetic activity. The docking study revealed that these compounds interact
with active site of enzyme through hydrogen bonding and different pi interactions.